ChemicalBook--->CAS DataBase List--->434-03-7

434-03-7

434-03-7 Structure

434-03-7 Structure
IdentificationBack Directory
[Name]

Ethisterone
[CAS]

434-03-7
[Synonyms]

Prone
Pranone
Pregnin
NSC-9565
Prolutol
Prodoxan
Produxan
Colutoid
Ethinone
Gestoral
Trosinon
prolutonc
Progestab
Prodroxan
primolutc
Trosinone
Ora-Lutin
Lutocylol
Nalutoral
Lutocyclin
Lutocyclol
Primolut C
Nugestoral
Proluton C
progestinp
Progestoral
Progestin P
lutidonoral
Aethisteron
ETHISTERONE
Lutidon Oral
Progestolets
Syngestrotabs
lucorteumoral
Ethisterone 0
Aethisteronum
ETHISTERONE(P)
Pregneninolone
Lucorteum Oral
Ethisterone,98%
ETHISTERONE(RG)
ETHYNYLTESTOSTERONE
ETHINYL TESTOSTERONE
ETHYNYLANDROSTENOLONE
ANHYDROXYPROGESTERONE
ETHISTERONE(RG)(CALL)
17-Ethinyltestosterone
17A-ETHYNYLTESTOSTERONE
17α-ethynyltestosterone
Testosterone, 17-ethynyl-
ANHYDROHYDROXYPROGESTERONE
4,17A-PREGNEN-17B-OL-20-YNE
17ALPHA-ETHYNYLTESTOSTERONE
17-alpha-ethinyltestosterone
ETHISTERONE WHO(CRM STANDARD)
ETHISTERONE EPE(CRM STANDARD)
17-Hydroxypregn-4-en-zoyn-3-one
17-Hydroxypregn-4-en-20-yn-3-one
(17-alpha)-pregn-4-en-20-yn-3-on
4,17a-pregnen-17b-ol-20-yn-3-one
17a-Hydroxypregn-4-en-20-yn-3-one
17A-ETHYNYL-4-ANDROSTEN-17B-OL-3-ONE
17b-hydroxy-4,17a-pregnen-20-yn-3-one
4,17ALPHA-PREGNEN-17BETA-OL-20-YN-3-ONE
(17α)-17-hydroxy-pregn-4-en-20-yn-3-one
17a-ethynyl-17b-hydroxy-4-androsten-3-one
17-hydroxy-17-alpha-pregn-4-en-20-yn-3-on
17-Hydroxy-17-alpha-pregn-4-en-20-yn-3-one
17-Ethynyl-17beta-hydroxyandrost-4-en-3-one
17alpha-Pregn-4-en-20-yn-3-one, 17-hydroxy-
17BETA-HYDROXY-4,17ALPHA-PREGNEN-20-YN-3-ONE
4-ANDROSTEN-17-ALPHA-ETHYNYL-17-BETA-OL-3-ONE
Androst-4-en-3-one, 17alpha-ethynyl-17-hydroxy-
Pregn-4-en-20-yn-3-one, 17-hydroxy-, (17alpha)-
17alpha-Ethynyl-17beta-hydroxyandrost-4-en-3-one
17-beta-Hydroxy-17-alpha-ethynyl-4-androsten-3-one
17α-Ethynyltestosterone, 17β-Hydroxy-4,17α-pregnen-20-yn-3-one, 4,17α-Pregnen-17β-ol-20-yn-3-one
(8R,9S,10R,13S,14S,17R)-17-ETHYNYL-17-HYDROXY-10,13-DIMETHYL-1,2,6,7,8,9,10,11,12,13,14,15,16,17-TETRADECAHY
Ethisterone,17α-Ethynyltestosterone, 17β-Hydroxy-4,17α-pregnen-20-yn-3-one, 4,17α-Pregnen-17β-ol-20-yn-3-one
(8R,9S,10R,13S,14S,17S)-17-ethynyl-17-hydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
(8R,9S,10R,13S,14S,17R)-17-ETHYNYL-17-HYDROXY-10,13-DIMETHYL-1,2,6,7,8,9,10,11,12,13,14,15,16,17-TETRADECAHYDRO-CYCLOPENTA[A]PHENANTHREN-3-ONE
[EINECS(EC#)]

207-096-5
[Molecular Formula]

C21H28O2
[MDL Number]

MFCD00003656
[MOL File]

434-03-7.mol
[Molecular Weight]

312.45
Chemical PropertiesBack Directory
[Appearance]

Off-White Powder
[Melting point ]

263-269 °C(lit.)
[alpha ]

D23 +23.8° (dioxane); D25 -32.0° (pyridine)
[Boiling point ]

392.36°C (rough estimate)
[density ]

1.0697 (rough estimate)
[refractive index ]

33 ° (C=1, Pyridine)
[storage temp. ]

-20°C Freezer
[solubility ]

Soluble to 0.05 mg/mL (0.16 mM) in DMSO
[form ]

neat
[pka]

13.10±0.60(Predicted)
[Water Solubility ]

soluble in chloroform, DMSO (0.05 mg/ml), acetone (slightly ), ethanol (<1 mg/ml at 25°C), and water (<1 mg/ml at 25°C).
[Merck ]

14,3741
[BRN ]

1889895
[InChIKey]

CHNXZKVNWQUJIB-CEGNMAFCSA-N
[CAS DataBase Reference]

434-03-7
[NIST Chemistry Reference]

Ethisterone(434-03-7)
Hazard InformationBack Directory
[Chemical Properties]

Off-White Powder
[Uses]

Synthetic progestogen; metabolite of Danazol; intermediate in the synthesis of Spironolactone
[Definition]

ChEBI: A 17beta-hydroxy steroid that is testosterone in which the 17beta hydrogen is replaced by an ethynyl group. Ethisterone was the first orally active progestin and is a metabolite of danazol.
[Description]

Ethisterone is an orally bioavailable synthetic progestin and a derivative of testosterone (Item Nos. ISO60154 | 15645) that binds to progesterone and androgen receptors (EC50s = 23 and 23.1 nM, respectively, in yeast). Ethisterone (1 μM) downregulates progesterone receptors in MCF-7 cells.
[Originator]

Lutocyclin,Ciba
[Manufacturing Process]

0.5 part of δ5:6-17-ethinyl-androstendiol-(3:17) is dissolved in 10 parts of dry acetone, the solution is mixed with a solution of 1 part of tertiary aluminum butylate in 40 parts of absolute toluene and the whole is heated to boiling in a reflux apparatus for 21 hours. After the reaction mixture has cooled it is diluted with 100 parts of ether, the solution is washed with dilute mineral acid and with water, dried and the solvent is evaporated. In this manner there is obtained δ5:6-17-ethinyl-androstene-3-one-17-ol (ethisterone); MP: 270°- 272°C; it may be recrystallized from ethyl acetate.
[Therapeutic Function]

Progestin
[General Description]

Ethisterone is a?progestogen. It is a danazol derivative.
[Biochem/physiol Actions]

Ethisterone acts as a progestational agent. It is consumed by pregnant mothers to prevent miscarriage.
[storage]

Store at -20°C
Safety DataBack Directory
[Hazard Codes ]

Xn,T
[Risk Statements ]

40-48-61
[Safety Statements ]

22-24/25-45-53
[RIDADR ]

UN 2811
[WGK Germany ]

3
[RTECS ]

TU5570250
[HS Code ]

29372390
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Dehydroepiandrosterone-->Pregn-4-en-20-yn-3-one, 17-hydroxy--->Pregn-4-ene-3,20-dione, 21-bromo-17-hydroxy--->17A-PREGN-5-EN-20-YNE-3B,17-DIOL-->REICHSTEIN'S SUBSTANCE S 21-ACETATE-->3-Ethoxy-androsta-3,5-dien-17-one-->Androstenedione-->Acetylene
[Preparation Products]

17-ethyl-17-hydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Ethisterone(434-03-7).msds
Spectrum DetailBack Directory
[Spectrum Detail]

Ethisterone(434-03-7)1HNMR
Ethisterone(434-03-7)IR1
Ethisterone(434-03-7)Raman
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